Scalable Biomimetic Syntheses of Paeciloketal B, 1-epi-Paeciloketal B, and Bysspectin A,Journal of Natural Products

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Scalable Biomimetic Syntheses of Paeciloketal B, 1-epi-Paeciloketal B, and Bysspectin A
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-08-05 , DOI: 10.1021/acs.jnatprod.1c00502
Emma K Davison _{1,

2,

3} , Caitlin E Shepperson ₁ , Zoe E Wilson _{1,

3} , Margaret A Brimble _{1,

2,

3}

Affiliation

The first total synthesis of the benzannulated 5,5-spiroketal natural products paeciloketal B and 1-epi-paeciloketal B has been achieved in 10 linear steps employing a biomimetic spiroketalization. This approach also furnished the related natural product bysspectin A from the same putative biosynthetic precursor as the paeciloketals. Alternatively, bysspectin A could be accessed in only six steps using an improved route. This scalable and efficient synthesis affords insight into the biosynthesis of these natural products in nature.

中文翻译：

Paecilketal B、1-epi-Paecilketal B 和 Bysspectin A 的可扩展仿生合成

苯并环化的 5,5-spiroketal 天然产物 paecilketal B 和 1- epi -paecilketal B 的首次全合成已通过仿生 spiroketalization 的 10 个线性步骤实现。这种方法还提供了相关的天然产物 bysspectin A，来自与 paeciloketal 相同的假定生物合成前体。或者，可以使用改进的路线仅通过六个步骤访问 bysspectin A。这种可扩展且高效的合成提供了对自然界中这些天然产物的生物合成的深入了解。

更新日期：2021-08-27

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